AN IMPROVED ASYMMETRIC NITROOLEFINATION OF ALPHA-ALKYL-GAMMA-LACTONES AND DELTA-LACTONES WITH MODIFIED NITROENAMINES

被引：19

作者：

NODE, M ^{[1
]}

KUROSAKI, R ^{[1
]}

HOSOMI, K ^{[1
]}

INOUE, T ^{[1
]}

NISHIDE, K ^{[1
]}

OHMORI, T ^{[1
]}

FUJI, K ^{[1
]}

机构：

[1] KYOTO UNIV,INST CHEM RES,UJI,KYOTO 611,JAPAN

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 01期

关键词：

D O I：

10.1016/0040-4039(94)02175-B

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New chiral nitroenamines 4a, b were found to be very effective for asymmetric nitroolefination of alpha-alkyl-gamma- and delta-lactones. The enantiomeric excess of the product ran up to 99%. A possible chelation model for the transition state of the asymmetric nitroolefination was discussed.

引用

页码：99 / 102

页数：4

共 13 条

[1]

FUJI K, 1994, CHEM PHARM BULL, V42, P999

[2]

FUJI K, 1991, CHEM PHARM BULL, V39, P202, DOI 10.1248/cpb.39.202

[3]

FUJI K, 1991, SYNLETT, P603

[4] ASYMMETRIC INDUCTION VIA ADDITION ELIMINATION PROCESS - NITROOLEFINATION OF ALPHA-SUBSTITUTED LACTONES [J].