Collective Syntheses of Eight Phorbaketals via Total Synthesis of Phorbaketal A

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4

초록

A practical total synthesis of phorbaketal A, a representative natural product among spiroketal containing natural products from marine sponge Phorbas sp. that has been a productive source of structurally diverse terpene natural products with various biological activities was achieved through gold-catalyzed spiroketalization of the alkynediol precursor accompanied by the epoxide rearrangement to the corresponding allylic alcohol followed by an olefin isomerization. With the solid pathway to produce phorbaketal A in hand, we achieved collective synthesis of eight phorbaketals as they appeared to be derived from phorbaketal A in nature.

키워드

phorbaketal Aspiroketalizationtotal synthesiscollective synthesisALLYLIC REARRANGEMENTMARINE SPONGESESTERTERPENOIDSALDEHYDES
제목
Collective Syntheses of Eight Phorbaketals via Total Synthesis of Phorbaketal A
저자
Lee, JaeyeonJoung, SeewonLee, Hee-Yoon
DOI
10.1002/ajoc.202200533
발행일
2022-12
유형
Article
저널명
Asian Journal of Organic Chemistry
11
12