The preparation of α,β-acetylenic ketones by condensation of lithium acetylides with lactones
✍ Scribed by John C. Chabala; John E. Vincent
- Book ID
- 104237169
- Publisher
- Elsevier Science
- Year
- 1978
- Tongue
- French
- Weight
- 217 KB
- Volume
- 19
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
We have been examining synthetic approaches to spiroketal rings of types 1 and 2, structural units common to a wide variety of natural products including steroid sapogenins,2 oligomycins, 3 milbemycins,4 and many polyether antibiotics, e.g., monensin5 and antibiotic
A231876
During the course of this work we discovered that 1 eq. of the lithium salt of the
📜 SIMILAR VOLUMES
Several synthons of b-carboxy carbanions (2) have been added to aldehydes and/or ketones the products ultimately converted into y-butyrolactones Q).l However, this methodology normally requires the use of system. We wish to report a B-lithiopropionate (2) to an adduct. complex reagents and/or severa
a,@-Epoxy ketones 2\_, upon treatment with two equivalents of trialkylstannylmethyllithium 1, afforded cyclopropanols 2 as a single product in acyclic system, and a mixture of cyclopropanols 2 and methylene 1,2-diols 2 in cyclic system. Under acidic conditions, the cyclopropanols gave p,y-unsaturate