The Revised Structure of Trichodermatide A. Issue 35 (9th November 2015)

• Record Type: Journal Article
• Authors: Shigehisa, Hiroki; Kikuchi, Harue; Suzuki, Tsuyoshi; Hiroya, Kou
• Is Part Of: European journal of organic chemistry. Issue 35(2015)
• Page Start: 7670
• Page End: 7673
• Publication Date: 2015-11-09
• Subjects: Trichodermatide A -- Structure elucidation -- Cobalt catalysis -- X‐ray crystallography -- Natural products; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201501281
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: A revised structure for trichodermatide A, which is a C10 epimer of the originally reported structure, is proposed. The revision is supported by the X‐ray structure of a synthetic intermediate synthesized according to our previous route for trichodermatide A. The revised stereochemistry was also supported by NOESY experiment. Finally, we synthesized Trauner's compound corresponding to the originally reported structure from our synthetic intermediate of trichodermatide A through a Mitsunobu reaction at C10. Abstract : A revised structure for trichodermatide A is proposed. The revision is supported by the X‐ray structure of a synthetic intermediate synthesized according to our previous route for trichodermatide A. The revised stereochemistry was also supported by NOESY experiment. Finally, we synthesized Trauner's compound corresponding to the originally reported structure from our synthetic intermediate of trichodermatide A through a Mitsunobu reaction at C10.