Rh(I)-catalyzed Pauson-Khand reaction of 1-phenylsulfonyl-1,2-octadien-7-yne derivatives

被引：29

作者：

Inagaki, Fuyuhiko ^{[1
]}

Kawamura, Takamasa ^{[1
]}

Mukai, Chisato ^{[1
]}

机构：

[1] Kanazawa Univ, Grad Sch Nat Sci & Technol, Div Pharmaceut Sci, Kanazawa, Ishikawa 9201192, Japan

来源：

TETRAHEDRON | 2007年 / 63卷 / 24期

关键词：

Rh(I)-catalyzed Pauson-Khand reaction; 1-phenylsulfonylallenyne; bicyclo[4.3.0; distal double bond; proximal double bond; RhCl(CO)(2)](2);

D O I：

10.1016/j.tet.2007.04.005

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Rh(I)-catalyzed PKR of 1-phenylsulfonyl- 1,2-octadien-7-ynes and their aza derivatives exclusively produced the corresponding 9-phenylsulfonylbicyclo[4.3.0]nona-1,6-dien-8-ones and no 4-(phenylsulfonylmethylidene)bicyclo [3.3. 0]oct-1-en-3-ones could be detected. Thus, the ring-closing pattern was found to be the same as those of the previously reported 3-phenylsulfonyl-1,2-octadien-7-yne derivatives. However, the formation of 4-(phenylsulfonylmethylidene)-7-oxabicyclo[3.3.0]oct-1-en-3-ones was observed as a minor product when the 5-oxa congeners were used. In addition, a larger ring-sized product, 10-phenylsulfonyl-5-azabicyclo[5.3.0]deca-1,7-dien-9-one derivative, was obtained from the 6-aza derivative of 1-phenylsulfonyl-1,2-nonadien-8-yne. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：5154 / 5160

页数：7

共 36 条

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