A Novel Synthetic Method of the (±)-(3aα,8aα)-Ethyl 8β-Hydroxy-6β-methyl-2-oxooctahydro-2H-cyclohepta[b]furan-3α- carboxylate and Its Chemical Transformation to (±)-(3aα,8aα)-3α,6β-Dimethyl-3,3a,4,5,6,8a-hexahydro-2H- cyclohepta[b]furan-2-one, (+)- and (−)-7β-(2-Acetoxy-1α-methylethyl)-4β-methyl-2-cyclohepten-1β-ol, and (+)- and (−)-7β-(2-Acetoxy-1α-methylethyl)-4β-methyl-2-cyclohepten-1-one. Possible Common Synthetic Intermediates for Pseudoguaianolides, 4,5-Secopseudoguaianolides, Guaianolides, 4,5-Secoguaianolides, and Octalactins-Reference-Cited by-同舟云学术

A Novel Synthetic Method of the (±)-(3aα,8aα)-Ethyl 8β-Hydroxy-6β-methyl-2-oxooctahydro-2H-cyclohepta[b]furan-3α- carboxylate and Its Chemical Transformation to (±)-(3aα,8aα)-3α,6β-Dimethyl-3,3a,4,5,6,8a-hexahydro-2H- cyclohepta[b]furan-2-one, (+)- and (−)-7β-(2-Acetoxy-1α-methylethyl)-4β-methyl-2-cyclohepten-1β-ol, and (+)- and (−)-7β-(2-Acetoxy-1α-methylethyl)-4β-methyl-2-cyclohepten-1-one. Possible Common Synthetic Intermediates for Pseudoguaianolides, 4,5-Secopseudoguaianolides, Guaianolides, 4,5-Secoguaianolides, and Octalactins

Published:1998-02-01 Issue:4 Volume:63 Page:920-929
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Shimoma Fumito¹,Kusaka Haruhiko¹,Wada Katsuaki¹,Azami Hidenori¹,Yasunami Masafumi¹,Suzuki Toshio¹,Hagiwara Hisahiro¹,Ando Masayoshi¹

Affiliation:

1. Graduate School of Science and Technology, Niigata University, Ikarashi 2-8050, Niigata 950-21, Japan, Department of Applied Chemistry, Faculty of Engineering, Niigata University, and Department of Chemistry, Faculty of Science, Tohoku University, Aobaku, Sendai 980, Japan

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/jo971529q

Reference42 articles.

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2. Studies on the Syntheses of Biologically Active Sesquiterpene Lactones.

3. Tumor inhibitors. 69. Structure-cytotoxicity relations among the sesquiterpene lactones

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