Synthesis of the E ring of gambierol

被引：37

作者：

Kadota, I

Kadowaki, C

Yoshida, N

Yamamoto, Y ^{[1
]}

机构：

[1] Tohoku Univ, Res Ctr Organ Resources & Mat Chem, Inst Chem React Sci, Sendai, Miyagi 9808578, Japan

[2] Tohoku Univ, Dept Chem, Grad Sch Sci, Sendai, Miyagi 9808578, Japan

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 35期

关键词：

D O I：

10.1016/S0040-4039(98)01311-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of the E ring of gambierol was achieved from D-ribose via the intramolecular reaction of allylstannane with an aldehyde as a key step. The undesired stereoisomer formed in this reaction was converted to the desired product by using DBU isomerization. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：6369 / 6372

页数：4

共 7 条

[1] FEI F, 1992, CHEM LETT, P1587
[2] CYCLIC TRANSITION-STATE IN THE ACID-CATALYZED INTRAMOLECULAR ALLYLSTANNANE-ALDEHYDE CONDENSATION
GEVORGYAN, V
KADOTA, I
YAMAMOTO, Y
[J]. TETRAHEDRON LETTERS, 1993, 34 (08) : 1313 - 1316
[3] KADOTA L, 1997, J ORG CHEM, V62, P7439
[4] A NEW ENANTIOSELECTIVE SYNTHESIS OF (4S,5S)-5-(N-BOC)-AMINO-6-CYCLOHEXYL-4-HYDROXY-HEXANOIC ACID LACTONE, A HYDROXYETHYLENE DIPEPTIDE ISOSTERE PRECURSOR
KOTSUKI, H
MIYAZAKI, A
OCHI, M
[J]. TETRAHEDRON LETTERS, 1991, 32 (35) : 4503 - 4504
[5] PD(II)-CATALYZED ACETAL KETAL HYDROLYSIS EXCHANGE-REACTIONS
LIPSHUTZ, BH
POLLART, D
MONFORTE, J
KOTSUKI, H
[J]. TETRAHEDRON LETTERS, 1985, 26 (06) : 705 - 708
[6] A NEW, STEREOCONTROLLED SYNTHESIS OF EQUATORIAL ALCOHOLS BY THE AMBIPHILIC REDUCTION OF CYCLOHEXANONES
MARUOKA, K
SAKURAI, M
YAMAMOTO, H
[J]. TETRAHEDRON LETTERS, 1985, 26 (32) : 3853 - 3856
[7] STEREOCONTROLLED INTRAMOLECULAR CYCLIZATION OF OMEGA-TRIBUTYLSTANNYL ETHER ALDEHYDES - SYNTHESIS OF THE 6.7.7.6 RING-SYSTEM OF POLYCYCLIC ETHERS
YAMAMOTO, Y
YAMADA, J
KADOTA, I
[J]. TETRAHEDRON LETTERS, 1991, 32 (48) : 7069 - 7072

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