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Aldol

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65: 25: 116: 96:, either 'ald' for an aldehyde, or 'ket' for a ketone, in which case it referred to as a 'ketol'. An aldol may also use the term β-hydroxy aldehyde (or β-hydroxy ketone for a ketol). The term "aldol" may refer to 135:
reaction using two aldehydes or an aldehyde and a ketone for a ketol. These reactions may also be done intramolecularly to form 5 or 6 member rings or for stereoselective syntheses in the active area of
328:
Zhang, Yanping; Mu, Hongliang; Pan, Li; Wang, Xuling; Li, Yuesheng (21 May 2018). "Robust Bulky Neutral Nickel Catalysts for Copolymerization of Ethylene with Polar Vinyl Monomers".
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General aldol structure showing the α and 𝛽 positions of carbons relative to the carbonyl. When R" is -H, it is an aldol, when R" is a carbon, it is a ketol.
44: 181: 152: 499: 260: 259:
Kohlpainter, Christian; Schulte, Markus; Falbe, JĂĽrgen; Lappe, Peter; Weber, JĂĽrgen; Frey, Guido D. (15 January 2013).
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for chiral aldols. R/S configurations of
127:: A: OH is 4R, R-group is 3R B: OH is 4S, R-group is 3S C: OH is 4R, R-group is 3S D: OH is 4S, R-group is 3R 355:
Schetter, Bernd; Mahrwald, Rainer (2006). "Modern aldol methods for the total synthesis of polyketides".
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Aldols synthesized from two aldehydes are usually unstable, often producing secondary compounds such as
107:-formation reaction, giving them wide applicability as a precursor for a variety of other compounds. 479: 120: 104: 144: 137: 115: 8: 205: 185: 526: 416: 391: 189: 49: 495: 460: 421: 392:"Synthesis of Bioactive Natural Products by Asymmetric syn- and anti-Aldol Reactions" 372: 304: 276: 92:. The name combines the suffix 'ol' from the alcohol and the prefix depending on the 73: 33: 487: 452: 411: 403: 364: 337: 268: 197: 97: 272: 531: 232: 132: 124: 93: 38: 491: 520: 341: 81: 440: 464: 425: 407: 376: 368: 193: 216: 480:"The Aldol Reaction in Natural Product Synthesis: The Epothilone Story" 220: 212: 201: 456: 85: 64: 148: 441:"A synthesis of oseltamivir (Tamiflu) starting from D-mannitol" 89: 258: 177: 211:
Aldols are also used as intermediates in the synthesis of
155:, which can also be used in a variety of other reactions: 478:
Schinzer, Dieter (2004-06-24), Mahrwald, Rainer (ed.),
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Ko, Ji S.; Keum, Ji E.; Ko, Soo Y. (15 October 2010).
16:Organic compound of the form R–CH(OH)–CHR–C(=O)–R 518: 354: 327: 265:Ullmann's Encyclopedia of Industrial Chemistry 309:National Center for Biotechnology Information 147:in which the hydroxy group is replaced by a 390:Ghosh, Arun K.; Dawson, Zachary L. (2009). 389: 32:It has been suggested that this article be 110: 467:– via National Library Of Medicine. 415: 477: 438: 114: 63: 486:(1 ed.), Wiley, pp. 311–328, 357:Angewandte Chemie International Edition 131:Aldols are usually synthesized from an 519: 84:(-OH) two carbons away from either an 254: 252: 250: 248: 151:. The final structure is a reactive 18: 302: 215:natural products and drugs such as 13: 204:, which is a precursor to the dye 14: 543: 348: 292:– via Wiley Online Library. 245: 153:α,β-unsaturated carbonyl compound 23: 171: 163:CH(OH)R' → RC(O)CH=CHR' + H 80:is a structure consisting of a 471: 432: 383: 321: 296: 1: 344:– via ACS Publications. 273:10.1002/14356007.a01_321.pub3 238: 121:stereochemical configurations 103:Aldols are the product of a 7: 226: 55:Proposed since August 2024. 10: 548: 143:Aldols may also undergo a 492:10.1002/9783527619566.ch7 342:10.1021/acscatal.8b01088 192:is a rare example of a 111:Synthesis and reactions 484:Modern Aldol Reactions 408:10.1055/s-0029-1216941 369:10.1002/anie.200602780 261:"Aldehydes, Aliphatic" 128: 69: 182:unsaturated aldehydes 145:condensation reaction 118: 67: 138:asymmetric synthesis 428:– via Thieme. 206:quinoline Yellow SS 200:is a precursor to 190:Hydroxypivaldehyde 129: 105:carbon-carbon bond 70: 501:978-3-527-30714-2 457:10.1021/jo101517g 402:(17): 2992–3002. 196:aldol. The aldol 74:organic chemistry 62: 61: 57: 539: 511: 510: 509: 508: 475: 469: 468: 436: 430: 429: 419: 387: 381: 380: 352: 346: 345: 336:(7): 5963–5976. 325: 319: 318: 316: 315: 300: 294: 293: 291: 289: 256: 198:3-hydroxybutanal 98:3-hydroxybutanal 53: 27: 26: 19: 547: 546: 542: 541: 540: 538: 537: 536: 517: 516: 515: 514: 506: 504: 502: 476: 472: 437: 433: 388: 384: 363:(45): 7506–25. 353: 349: 326: 322: 313: 311: 301: 297: 287: 285: 283: 257: 246: 241: 233:Aldol reactions 229: 174: 166: 162: 113: 58: 45:Aldol and Ketol 28: 24: 17: 12: 11: 5: 545: 535: 534: 529: 513: 512: 500: 470: 451:(20): 7006–9. 431: 382: 347: 320: 305:"CID 21282929" 295: 281: 243: 242: 240: 237: 236: 235: 228: 225: 173: 170: 169: 168: 164: 160: 133:aldol addition 125:chiral centers 112: 109: 94:carbonyl group 60: 59: 39:Hydroxy ketone 31: 29: 22: 15: 9: 6: 4: 3: 2: 544: 533: 530: 528: 525: 524: 522: 503: 497: 493: 489: 485: 481: 474: 466: 462: 458: 454: 450: 446: 442: 435: 427: 423: 418: 413: 409: 405: 401: 397: 393: 386: 378: 374: 370: 366: 362: 358: 351: 343: 339: 335: 331: 324: 310: 306: 299: 284: 282:9783527303854 278: 274: 270: 266: 262: 255: 253: 251: 249: 244: 234: 231: 230: 224: 222: 218: 214: 209: 207: 203: 199: 195: 191: 187: 183: 179: 158: 157: 156: 154: 150: 146: 141: 139: 134: 126: 122: 117: 108: 106: 101: 99: 95: 91: 87: 83: 82:hydroxy group 79: 75: 66: 56: 51: 47: 46: 41: 40: 35: 30: 21: 20: 505:, retrieved 483: 473: 448: 444: 434: 399: 395: 385: 360: 356: 350: 333: 329: 323: 312:. Retrieved 308: 298: 286:. Retrieved 264: 210: 175: 172:Applications 142: 130: 102: 77: 71: 54: 43: 37: 217:Oseltamivir 194:distillable 521:Categories 507:2024-04-15 445:J Org Chem 314:2023-04-15 239:References 221:Epothilone 213:polyketide 202:quinaldine 527:Aldehydes 396:Synthesis 330:ACS Catal 303:PubChem. 119:Possible 42: to 465:20866058 426:30443084 377:17103481 227:See also 186:alcohols 86:aldehyde 417:6233898 288:1 April 159:RC(O)CH 149:pi bond 50:Discuss 532:Aldols 498:  463:  424:  414:  375:  279:  90:ketone 34:merged 267:(7). 184:, or 178:diols 88:or a 78:aldol 76:, an 36:with 496:ISBN 461:PMID 422:PMID 400:2009 373:PMID 290:2023 277:ISBN 219:and 488:doi 453:doi 412:PMC 404:doi 365:doi 338:doi 269:doi 72:In 48:. ( 523:: 494:, 482:, 459:. 449:75 447:. 443:. 420:. 410:. 398:. 394:. 371:. 361:45 359:. 332:. 307:. 275:. 263:. 247:^ 223:. 208:. 188:. 180:, 140:. 100:. 490:: 455:: 406:: 379:. 367:: 340:: 334:8 317:. 271:: 167:O 165:2 161:2 52:)

Index

merged
Hydroxy ketone
Aldol and Ketol
Discuss

organic chemistry
hydroxy group
aldehyde
ketone
carbonyl group
3-hydroxybutanal
carbon-carbon bond

stereochemical configurations
chiral centers
aldol addition
asymmetric synthesis
condensation reaction
pi bond
α,β-unsaturated carbonyl compound
diols
unsaturated aldehydes
alcohols
Hydroxypivaldehyde
distillable
3-hydroxybutanal
quinaldine
quinoline Yellow SS
polyketide
Oseltamivir

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