Abstract
A much improved second-generation synthesis of a chiral building block, developed for the syntheses of C17-oxygenated steroids/triterpenoids and C9-oxygenated labdane diterpenoids, was accomplished by exploiting a ring-contractive coupling between an α-bromo-δ-valerolactone and (R)-seudenol, wherein the use of t-BuOK as a base allowed clean conversion to the corresponding tetrahydrofuran-2-carboxylate even with a small excess of the alcohol component.
Original language | English |
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Pages (from-to) | 1086-1094 |
Number of pages | 9 |
Journal | Heterocycles |
Volume | 99 |
Issue number | 2 |
DOIs | |
Publication status | Published - 2019 |
Externally published | Yes |
ASJC Scopus subject areas
- Analytical Chemistry
- Pharmacology
- Organic Chemistry