New applications of the wittig reaction to the preparation of strained bridgehead olefins
✍ Scribed by William G. Dauben; Jeffrey D. Robbins
- Publisher
- Elsevier Science
- Year
- 1975
- Tongue
- French
- Weight
- 204 KB
- Volume
- 16
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
In the past few years there has been a rapid growth of interest in the n preparation of strained bridgehead olefins'. Until recently the reported synthetic approaches all involved a separate construction of the ring system prior to introduction of the double bond. In 1973, however, a facile synthesis for such olefins was reported3 from this laboratory which utilized the intramolecular Wittig reaction4 and therefore effected ring closure and double bond formation in a single xeaction step.
📜 SIMILAR VOLUMES
## Abstract A convenient synthesis of the strained methylene‐bridged __trans__‐cyclooctenes bicyclo[3.3.1]‐1 (2)‐nonene **(1)**, bicyclo[4.2.1]‐1(8)‐nonene **(2)**, and bicyclo[4.2.1]‐1(2)‐nonene **(3)** by the intramolecular __Wittig__ reaction is described (see __Schemes 1–4__). The (3‐oxocycloal
## Abstract The addition of water, acetic acid, and hydrogen bromide to the strained bridge‐head olefins bicyclo[3.3.1]‐1(2)‐nonene **(1)**, bicyclo[4.2.1]‐1(8)‐nonene **(2)**, and bicyclo[4.2.1]‐1(2)‐nonene **(3)** gives exclusively the bridgehead alcohols, acetates, and bromides, respectively. Th
## Abstract The stereochemical aspects of the intramolecular __Ramberg__‐__Bäcklund__ reaction, __i.e.__ the 1,3‐elimination of hydrogen halide followed by sulfur dioxide extrusion, have been studied on the α‐bromosulfones of the 1‐thiadecalinThroughout this paper ‘1‐thiadecalin’ will be used in pl
Thp Wittig synthesis has been used to prepare conveniently carbon-14 labeled 1-olejh in the Cs to c 8 range in about 60 % yield. Thp chemicd and radiochemical purities of the products exceeded 99.5 %, The common source of carbon-14 in these reactions was methyl-14C-triphenylphosphonium iodide which