HIGHLY STEREOSELECTIVE SYNTHESIS OF (Z)-DOUBLE-BONDS OR (E)-DOUBLE-BONDS WITH CONFORMATIONAL CONTROL IN [3,3]SIGMATROPIC RING EXPANSION OF 8-MEMBERED THIONOCARBONATES

被引：13

作者：

HARUSAWA, S ^{[1
]}

OSAKI, H ^{[1
]}

FUJII, H ^{[1
]}

YONEDA, R ^{[1
]}

KURIHARA, T ^{[1
]}

机构：

[1] OSAKA UNIV PHARMACEUT SCI,2-10-65 KAWAI,MATSUBARA,OSAKA 580,JAPAN

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 38期

关键词：

D O I：

10.1016/S0040-4039(00)97875-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The highly stereoselective synthesis of (Z)- or (E)-double bonds in 1O-membered thiolcarbonates was successfully conducted by controling the chairlike-boatlike transition states in the [3,3]sigmatropic rearrangement of 8-membered thionocarbonates. © 1990.

引用

页码：5471 / 5474

页数：4

共 6 条

[1] THE HETERO-COPE REARRANGEMENT IN ORGANIC-SYNTHESIS
BLECHERT, S
[J]. SYNTHESIS-STUTTGART, 1989, (02): : 71 - 82
[2] HARUSAWA S, 1989, CHEM PHARM BULL, V37, P2567
[3] HARUSAWA S, UNPUB CHEM PHARM B
[4] MORI K, 1981, TOTAL SYNTHESIS NATU, V4, P1
[5] ORGANOALUMINUM-PROMOTED CLAISEN REARRANGEMENT OF ALLYL VINYL ETHERS
NONOSHITA, K
BANNO, H
MARUOKA, K
YAMAMOTO, H
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (01) : 316 - 322
[6] THE THERMAL, ALIPHATIC CLAISEN REARRANGEMENT
ZIEGLER, FE
[J]. CHEMICAL REVIEWS, 1988, 88 (08) : 1423 - 1452

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