Alkylation studies on Hagemann's ester: an approach to the synthesis of the trisporic acids

Graduate Thesis Or Dissertation

Public Deposited

Citeable URL: https://ir.library.oregonstate.edu/concern/graduate_thesis_or_dissertations/6q182p86x

Descriptions

Attribute Name	Values
Creator	Sung, Wing Lam
Abstract	Sequential alkylation of Hagemann's ester with methyl and methallyl halides has been studied. Treatment of Hagemann's ester with methyl iodide and sodium ethoxide gave a mixture of 21 and 25 in a ratio of 4:1. Alkylation of 21 with methallyl chloride and potassium t-butoxide afforded a mixture of 37 and 38 in a ratio of 2:1. Keto ester 37 reacted with methyl iodide to furnish 47, which underwent Cope rearrangement to give 33. Oxidative cleavage of the terminal C=C of 33 with osmium tetroxide and sodium periodate afforded diketo ester 48.
Resource Type	Masters Thesis
Date Available	2014-01-17T21:13:24+00:00
Date Issued	1973-12-06
Degree Level	Master's
Degree Name	Master of Science (M.S.)
Degree Field	Chemistry
Degree Grantor	Oregon State University
Commencement Year	1974
Advisor	White, James D.
Academic Affiliation	Chemistry
Non-Academic Affiliation	Oregon State University. Graduate School
Subject	Alkylation
Rights Statement	Copyright Not Evaluated
Publisher	Oregon State University
Peer Reviewed	No
Language	English [eng]
Digitization Specifications	File scanned at 300 ppi (Monochrome) using ScandAll PRO 1.8.1 on a Fi-6670 in PDF format. CVista PdfCompressor 4.0 was used for pdf compression and textual OCR.
Replaces	http://hdl.handle.net/1957/45144

Parents:

This work has no parents.

In Collection:

Thumbnail	Title	Date Uploaded	Visibility	Actions
	SungWingL1974.pdf	2017-08-23	Public	Download