Asymmetric synthesis of α-substituted β-formyl δ-lactones via a Michael addition/α-alkylation protocol

被引：0
|
作者：
Enders, D [1 ]
Vázquez, J [1 ]
机构：
[1] Inst Organ Chem, D-52074 Aachen, Germany
来源：
SYNLETT | 1999年 / 05期
关键词：
SAMP-hydrazone; formyl anion equivalent; alkylation of lactones; Michael addition; asymmetric synthesis;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient trans-diastereo- and enantioselective synthesis of alpha-substituted beta-formyl delta-lactones 5 (de greater than or equal to 98%, ee = 80-95%) is described, employing formaldehyde-SAMP-hydrazone (1) as a neutral formyl anion equivalent. The new procedure involves the Michael addition of 1 to 5,6-dihydro-2H-pyran- Zone (2) followed by trans-selective alpha-alkylation and subsequent oxidative cleavage of the auxiliary.
引用
收藏
页码：629 / 631
页数：3
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