Unified synthesis of NOPQ and STUV rings of brevisulcenal-F

Abstract The unified synthesis of the NOPQ and STUV rings of brevisulcenal-F was achieved from a common intermediate based on a convergent strategy via 2-ring construction. The STUV ring was synthesized via radical reduction of an O,S-acetal, and the NOPQ ring was constructed via ring expansion giving a 7-membered ring ketone, methylation of an O,S-acetal, and introduction of the cis-1,2-diol moiety at C60–C61.

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Publication Details

Journal
Chemistry Letters
Published
2024-09-01
DOI
https://doi.org/10.1093/chemle/upae179
Citations
1
Primary Topic
Silicone and Siloxane Chemistry
Type
article
Field-Weighted Citation Impact
0.12
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Unified synthesis of NOPQ and STUV rings of brevisulcenal-F

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article

Unified synthesis of NOPQ and STUV rings of brevisulcenal-F

Tohru Oishi, Keitaro Umeno, Masayuki Satake, Kanako Toriyama, Yoko Yasuno, Sho Kawamurara
article en
1 citations

Abstract

Abstract The unified synthesis of the NOPQ and STUV rings of brevisulcenal-F was achieved from a common intermediate based on a convergent strategy via 2-ring construction. The STUV ring was synthesized via radical reduction of an O,S-acetal, and the NOPQ ring was constructed via ring expansion giving a 7-membered ring ketone, methylation of an O,S-acetal, and introduction of the cis-1,2-diol moiety at C60–C61.

Chemistry LettersVol. 53(9)
Kyushu University (JP), The University of Tokyo (JP)
Openalex Percentile: Top 60%
Silicone and Siloxane Chemistry
0.12
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